Abstract
Reactions of naphthaleneeuropium and naphthaleneytterbium, C10H8Ln(DME) (Ln = Eu or Yb), with phenylacetylene are accompanied by the formation of the C-C bond and yield the complexes of composition Ph2C4H2Ln(DME)2. Hydrolysis of the Ph2C4H2Ln(DME)2 complexes affords a mixture of isomers of 1,4-diphenyl-1,3-butadiene. Reactions of C10H8[LnI(DME)2]2 with PhC≡CH yield mixed iodine-ethynyl complexes [ILn(μ-C≡CPh)(DME)2]2. According to the data of X-ray diffraction analysis, the ytterbium complex consists of two YbI(DME)2 units bonded through two bridging C≡CPh groups. The crystals of this complex belong to the space groupP21/c. The central cyclic Yb-C-Yb-C fragment is planar; the C(I)-Yb(I)-C(I′) angle is 86.4(3)°. The Yb-C bond lengths are 2.584(8) and 2.603(9) Å.
Similar content being viewed by others
References
M. N. Bochkarev, L. N. Zakharov, and G. S. Kalinina,Organoderivatives of Rare Earth Elements, Kluwer Academic Publishers, Dordreht, 1995.
K. H. den Haan, Y. Wielstra, and J. H. Teuben,Organometallics, 1987,6, 2053.
G. B. Deacon and A. I. Koplick,J. Organometal. Chem., 1978,146, C43.
R. D. Fischer and G. Bielang,J. Organometal. Chem., 1980,191, 61.
S. B. Shustov, L. N. Bochkarev, and S. F. Zhil'tsov,Metalloorg. Khim., 1990,3, 624 [Organomet. Chem. USSR, 1990, 3 (Engl. Transl.)].
J. M. Boncella, T. D. Tilley, and R. A. Andersen,J. Chem. Soc., Chem. Commun., 1984, 710.
W. J. Evans, T. A. Ulibarri, L. R. Chamberlain, J. W. Ziller, and D. Alvarez, Jr.,Organometallics, 1990,9, 2124.
Q. Shen, D. Zheng, L. Lin, and Y. Lin,J. Organometal. Chem., 1990,307, 391.
J. L. Atwood, W. E. Hunter, A. L. Wayda, and W. I. Evans,Inorg. Chem., 1981,20, 4115.
W. J. Evans, I. Bloom, W. E. Hunter, and J. L. Atwood,Organometallics, 1983,2, 709.
W. J. Evans, R. A. Keyer, and J. W. Ziller,Organometallics, 1990,9, 2628.
G. A. Gailyunas, R. Kh. Biktimirov, G. V. Nuretdinova, Yu. B. Monakov, and G. A. Tolstikov,Izv. Akad. Nauk SSSR, Ser. Khim., 1984, 1435 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1984,33, 1322 (Engl. Transl.)].
K. Yokoo, Y. Kijima, Y. Fujiwara, and H. Taniguchi,Chem. Lett., 1984, 1321.
I. L. Fedushkin, M. N. Bochkarev, H. Schumann, L. Esser, and G. Kociok-Kohn,J. Organometal. Chem., 1995,489, 145.
M. N. Bochkarev, A. A. Trifonov, E. A. Fedorova, N. S. Emelianova, T. A. Basalgina, G. S. Kalinina, and G. A. Razuvaev,J. Organometal. Chem., 1989,372, 217.
G. B. Deacon, P. I. Mackinnon, T. W. Hambley, and J. C. Taylor,J. Organometal. Chem., 1983,259, 987.
Author information
Authors and Affiliations
Additional information
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 2101–2104, August, 1996.
Rights and permissions
About this article
Cite this article
Fedorova, E.A., Glushkova, N.V., Bochkarev, M.N. et al. The reactions of phenylacetylene with naphthalene complexes of europium and ytterbium. Molecular structure of [IYbC≡CPh(DME)2]2 . Russ Chem Bull 45, 1996–1999 (1996). https://doi.org/10.1007/BF01457795
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01457795